lithium hydroxide in tetrahydrofuran T=20°C; 18 h;

1.1: 85 percent / N-bromosuccinimide; AIBN / CCl4 / 12 h / Heating 2.1: Mg / diethyl ether / 4 h / 20 °C 2.2: 64 percent / HMPA / diethyl ether / 0.5 h / -20 °C 3.1: 90 percent / aq. LiOH / tetrahydrofuran / 18 h / 20 °C View Scheme

1.1: Mg / diethyl ether / 4 h / 20 °C 1.2: 64 percent / HMPA / diethyl ether / 0.5 h / -20 °C 2.1: 90 percent / aq. LiOH / tetrahydrofuran / 18 h / 20 °C View Scheme